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Our top choices for Legacy Trail condo rentals

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.4 out of 10, Exceptional, (20 reviews)
"Nic place to stay and enjoy the area"
United States
isabel
$538 nightly
The price is $579
Jul 7 - Jul 8
Total with taxes and fees
Chadwick Cove Resort & Marina

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,265 reviews)
"Very clean rooms, excellent location and a very nice staff"
United States
Yanseli
$182 nightly
The price is $203
Jul 6 - Jul 7
Total with taxes and fees
Captiva Beach Resort

Lovely Lakeview Condo · Two Pools · Near IMG · Anna Maria Island · Restaurants

Lovely Lakeview Condo · Two Pools · Near IMG · Anna Maria Island · Restaurants
Bradenton
10.0 out of 10, Exceptional, (130 reviews)
"Lovely spot. Clean and roomy. Host was easy to contact and accommodating. "
United States
April R.
$272 nightly
The price is $304
Jun 21 - Jun 22
Total with taxes and fees
Lovely Lakeview Condo · Two Pools · Near IMG · Anna Maria Island · Restaurants

Best views of the beach from your balcony Unit 301

Best views of the beach from your balcony Unit 301
Longboat Key
9.8 out of 10, Exceptional, (91 reviews)
"Everything was great "
United States
kirt v.
$422 nightly
The price is $466
Jun 21 - Jun 22
Total with taxes and fees
Best views of the beach from your balcony Unit 301

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (643 reviews)
"Nice place ,clean and good location,quiet and relaxing."
United States
yohana
$226 nightly
The price is $255
Jun 25 - Jun 26
Total with taxes and fees
A Beach Retreat

Waterfront Condo Walkable to Everything with Beach Access

Waterfront Condo Walkable to Everything with Beach Access
Manasota Key
9.6 out of 10, Exceptional, (50 reviews)
"Property managers were very helpful to work with and will still stay again despite a hiccup. "
United States
Jennifer J.
$448 nightly
The price is $463
Jun 21 - Jun 22
Total with taxes and fees
Waterfront Condo Walkable to Everything with Beach Access

Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (102 reviews)
"Beautiful sunset view. "
United States
Rhonda V.
$274 nightly
The price is $306
Jun 21 - Jun 22
Total with taxes and fees
Oceanfront Bliss–Longboat Key Beach 106 by RVA

Cozy Corner Condo · Two Pools & Hot Tubs · IMG · Anna Maria Island · Restaurants

Cozy Corner Condo · Two Pools & Hot Tubs · IMG · Anna Maria Island · Restaurants
Bradenton
9.8 out of 10, Exceptional, (159 reviews)
"Very clean condo , we enjoyed closeness of the beaches."
United States
Joanna M.
$273 nightly
The price is $305
Jun 21 - Jun 22
Total with taxes and fees
Cozy Corner Condo · Two Pools & Hot Tubs · IMG · Anna Maria Island · Restaurants

Lakeview Corner Condo · Two Pools · Near IMG · Anna Maria Island · Restaurants

Lakeview Corner Condo · Two Pools · Near IMG · Anna Maria Island · Restaurants
Bradenton
9.8 out of 10, Exceptional, (121 reviews)
"We loved the property, large pool & access to activities. "
United States
Mary Beth M.
$277 nightly
The price is $308
Jun 21 - Jun 22
Total with taxes and fees
Lakeview Corner Condo · Two Pools · Near IMG · Anna Maria Island · Restaurants

Lulu's Cozy Beach Cottage #2 | 5 Min. Walk to Beach | Dog OK | Pool | $185 Free Activities Daily!

Lulu's Cozy Beach Cottage #2 | 5 Min. Walk to Beach | Dog OK | Pool | $185 Free Activities Daily!
Sarasota
10.0 out of 10, Exceptional, (33 reviews)
"This is a great cozy place for us to stay - we have enjoyed our stay very much! and the location is great so you do not have to be in the middle of the condo area. We will stay again "
United States
Kristin S.
$523 nightly
The price is $584
Jun 21 - Jun 22
Total with taxes and fees
Lulu's Cozy Beach Cottage #2 | 5 Min. Walk to Beach | Dog OK | Pool | $185 Free Activities Daily!

Beautifully furnished Condo

Beautifully furnished Condo
Bradenton
9.8 out of 10, Exceptional, (160 reviews)
"The condo was very clean and nicely decorated. The hosts were very responsive and provided many amenities."
United States
Ted B.
$276 nightly
The price is $308
Jun 21 - Jun 22
Total with taxes and fees
Beautifully furnished Condo

Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
8.6 out of 10, Excellent, (4 reviews)
"I was extremely disappointed with this property. There was mold visible on the outside of the door, and the inside floors were absolutely filthy and appeared not to have been properly cleaned. The bathtub had pubic hair in it, and the shower was also dirty and unsanitary. I called to report the issues and requested to be moved to a different property. The representative who answered said she would call me back, but I didn't receive a return call until six hours later. By that time, I had no...
United States
Suzette
$561 nightly
The price is $634
Jun 21 - Jun 22
Total with taxes and fees
Cedar Run Resort - Roam Hospitality

Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.0 out of 10, Wonderful, (255 reviews)
"Loved our stay!"
United States
Vincent
$255 nightly
The price is $284
Jul 15 - Jul 16
Total with taxes and fees
Anna Maria Sunsets - studio

Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants

Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants
Manasota Key
9.8 out of 10, Exceptional, (37 reviews)
"Such a beautiful place. Great decor and some welcome treats. The host was an excellent communicator too. We will DEFINATELY return. Thank you for providing such a nice place for your guests to enjoy!!"
United States
Eric
$344 nightly
The price is $380
Jun 25 - Jun 26
Total with taxes and fees
Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants

Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches

Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches
Bradenton
9.8 out of 10, Exceptional, (95 reviews)
"Loved the location, near all the best restaurants and golf. Condo was well equipped and provided all the essentials. Especially loved the soth facing lani to give us full sun all day."
United States
Jenny J.
$254 nightly
The price is $283
Jul 8 - Jul 9
Total with taxes and fees
Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches

Gulf Front Escape – Silver Sands #252 by RVA

Gulf Front Escape – Silver Sands #252 by RVA
Longboat Key
9.2 out of 10, Wonderful, (104 reviews)
"Staff was welcoming- place was clean and stay was great"
United States
Joseph S.
$341 nightly
The price is $381
Jun 21 - Jun 22
Total with taxes and fees
Gulf Front Escape – Silver Sands #252 by RVA

The Perfect Getaway with Private Beach Access

The Perfect Getaway with Private Beach Access
Cape Haze
9.8 out of 10, Exceptional, (20 reviews)
"Lovely and peaceful yet plenty of things to do in the area. Enjoyed our stay."
United States
sharon b.
$434 nightly
The price is $480
Jul 1 - Jul 2
Total with taxes and fees
The Perfect Getaway with Private Beach Access

Silver Sands Serenity – Unit 234 by RVA

Silver Sands Serenity – Unit 234 by RVA
Longboat Key
9.4 out of 10, Exceptional, (30 reviews)
" Great location, office staff are very pleasant, room was very spacious with everything you need"
United States
GLENNA M.
$317 nightly
The price is $353
Jun 22 - Jun 23
Total with taxes and fees
Silver Sands Serenity – Unit 234 by RVA

Charming Longboat Key Bungalow minutes from beaches, restaurants, parks

Charming Longboat Key Bungalow minutes from beaches, restaurants, parks
Longboat Key
9.4 out of 10, Exceptional, (19 reviews)
"Good location next to Durante Park. "
United States
Gary E.
$377 nightly
The price is $420
Jun 29 - Jun 30
Total with taxes and fees
Charming Longboat Key Bungalow minutes from beaches, restaurants, parks

Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach

Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach
Longboat Key
8.8 out of 10, Excellent, (23 reviews)
"Great place and location. Owner very helpful. "
Canada
Robert M.
$395 nightly
The price is $441
Jul 5 - Jul 6
Total with taxes and fees
Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Legacy Trail Hotel Reviews

Find out more about Legacy Trail

Legacy Trail Condo Rentals information

Number of reviews
3,162
Accommodation
435 Condo Rentals
Lowest Price
$203
Highest Price
$634

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